(E)-BUTYLIDENEPHTHALIDE

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Search structure


Synonyms	(Z)-3-Butylidenephthalide
Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	WMBOCUXXNSOQHM-DHZHZOJOSA-N
Smiles	CCC\C=C/1\OC(=O)c2ccccc12
InChI	InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3/b11-8+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C12H12O2
Molecular Weight	188.22
AlogP	3.0
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	2.0
Polar Surface Area	26.3
Molecular species	None
Aromatic Rings	1.0
Heavy Atoms	14.0

Assay Description	Organism	Bioactivity	Reference
Insecticidal activity against adult Ctenocephalides felis at 200 ug/cm2	Ctenocephalides felis	None
Ratio of N,N-diethyl-m-toulamide (DEET) LC50 to compound LC50 for Tyrophagus putrescentiae	Tyrophagus putrescentiae	0.64
Acaricidal activity against Tyrophagus putrescentiae assessed as mortality after 24 hr	Tyrophagus putrescentiae	25.56 microg/cm2
Acaricidal activity against Tyrophagus putrescentiae assessed as mortality at 2.5 ug/cm2 after 24 hr relative to control	Tyrophagus putrescentiae	12.3 %
Acaricidal activity against Tyrophagus putrescentiae assessed as mortality at 10 ug/cm2 after 24 hr relative to control	Tyrophagus putrescentiae	33.0 %
Acaricidal activity against Tyrophagus putrescentiae assessed as mortality at 20 ug/cm2 after 24 hr relative to control	Tyrophagus putrescentiae	52.9 %
Acaricidal activity against Tyrophagus putrescentiae assessed as mortality at 50 ug/cm2 after 24 hr relative to control	Tyrophagus putrescentiae	57.2 %
Ratio of N,N-diethyl-m-toulamide (DEET) LC50 to compound LC50 for Dermatophagoides farinae	Dermatophagoides farinae	2.78
Acaricidal activity against Dermatophagoides farinae assessed as mortality after 24 hr relative to control	Dermatophagoides farinae	4.67 microg/cm2
Acaricidal activity against Dermatophagoides farinae assessed as mortality at 2.5 ug/cm2 after 24 hr relative to control	Dermatophagoides farinae	12.2 %
Acaricidal activity against Dermatophagoides farinae assessed as mortality at 5 ug/cm2 after 24 hr relative to control	Dermatophagoides farinae	51.6 %
Acaricidal activity against Dermatophagoides farinae assessed as mortality at 10 ug/cm2 after 24 hr relative to control	Dermatophagoides farinae	94.7 %
Acaricidal activity against Dermatophagoides farinae assessed as mortality at 20 ug/cm2 after 24 hr relative to control	Dermatophagoides farinae	100.0 %
Acaricidal activity against Dermatophagoides farinae assessed as mortality at 50 ug/cm2 after 24 hr relative to control	Dermatophagoides farinae	100.0 %
Ratio of rotenone LD50 to compound LD50 for adult Drosophila melanogaster	Drosophila melanogaster	3.91
Adulticidal activity against Drosophila melanogaster larvae assessed as mortality measured per adult	Drosophila melanogaster	0.94 ug
Ratio of rotenone LC50 to compound LC50 for Drosophila melanogaster larvae	Drosophila melanogaster	0.01
Larvicidal activity against Drosophila melanogaster larvae assessed as mortality administered through diet after 8 days	Drosophila melanogaster	2070000.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL1765390
PubChem	5352899
SureChEMBL	SCHEMBL783051

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).